Synthesis
Twistane has been synthesized in a variety of ways. The original 1962 method was based on a bicyclo .2.2ctane framework. A 1967 publication concerned an intramolecularSymmetry
The only symmetry operation in twistane is ''rotation'', and there exist three 2-fold axes as shown in the left picture. Thus the point group of twistane is D2. Although twistane has fourPolytwistane
Polytwistane is a hypotheticalReferences
{{Reflist, 3, refs= {{Citation , last1 =Quinkert , first1 =Gerhard , author-link = Gerhard Quinkert , last2 =Egert , first2 =Ernst , author2-link = , last3 =Griesinger , first3 =Christian , author3-link = , last4 = trans. Andrew Beard , author4-link = , publication-date = , year = 1996 , title =Aspects of Organic Chemistry: Structure , edition = , volume = , series = , publication-place = Basel, Switzerland , place = , publisher = Helvetica Chimica Acta , pages = 107 , id = , isbn =3-906390-15-2 , doi = , oclc = , url = https://books.google.com/books?id=8k0y-3MY0WgC , accessdate = 2008-12-09 {{Citation , last1 =Beyer , first1 =Hans , author-link = , last2 =Walter , first2 =Wolfgang , author2-link = , last3 = trans. Douglas Lloyd , author3-link = , publication-date = , year = 1997 , title = Organic Chemistry , edition = , volume = , series = , publication-place = , place = , publisher = Horwood Publishing , pages = 416 , id = , isbn = 1-898563-37-3 , doi = , oclc = , url = https://books.google.com/books?id=RXX2RaCplmAC , accessdate = 2008-12-09 {{Citation , last = Ho , first = Tse-Lok , author-link = , publication-date = , year = 1995 , title = Symmetry: A Basis for Synthesis Design , edition = , volume = , series = , publication-place = , place = , publisher = Wiley-IEEE , pages = 69 , id = , isbn = 0-471-57376-0 , doi = , oclc = , url = https://books.google.com/books?id=7kvAOwqRU0sC , accessdate = 2008-12-10 {{Citation , last = Kalsi , first = P. S. , author-link = , publication-date = , year = 2005 , title = Stereochemistry Conformation and Mechanism , edition = , volume = , series = , publication-place = , place = , publisher = New Age Publishers , pages = 94 , id = , isbn = 81-224-1564-4 , doi = , oclc = , url = https://books.google.com/books?id=XLWpHCMP63YC , accessdate = 2008-12-10 ''Tricyclo .4.0.03.8ecane'' H. W. Whitlock Journal of the American Chemical Society 1962 84 (17), 3412-3413 {{doi, 10.1021/ja00876a047 ''A new synthesis of twistane'' Jean Gauthier, Pierre Deslongchamps Canadian Journal of Chemistry, 1967, 45(3): 297-300, {{doi, 10.1139/v67-052 ''Classics in Hydrocarbon Chemistry: Syntheses, Concepts, Perspectives'' Henning Hopf {{ISBN, 978-3-527-29606-4. 2000 Barua, S. R., Quanz, H., Olbrich, M., Schreiner, P. R., Trauner, D. and Allen, W. D. (2014), ''Polytwistane''. Chem. Eur. J., 20: 1638–1645. {{doi, 10.1002/chem.201303081 ''A step toward polytwistane: synthesis and characterization of C2-symmetric tritwistane'' Martin Olbrich, Peter Mayer and Dirk Trauner Org. Biomol. Chem., 2014,12, 108-112 {{doi, 10.1039/C3OB42152J ''Synthetic Studies toward Polytwistane Hydrocarbon Nanorods'' Martin Olbrich, Peter Mayer, and Dirk Trauner The Journal of Organic Chemistry Article ASAP 2014 {{doi, 10.1021/jo502618g ''Calculated Nuclear Magnetic Resonance Spectra of Polytwistane and Related Hydrocarbon Nanorods'' Boris Maryasin, Martin Olbrich, Dirk Trauner and Christian Ochsenfeld J. Chem. Theory Comput., 2015,11(3), 1020-1026 {{doi, 10.1021/ct5011505 Polycyclic nonaromatic hydrocarbons Tricyclic compounds